US2023309385A1PendingUtilityA1

Organic compound, light-emitting device, light-emitting apparatus, electronic device, display device, lighting device

Assignee: SEMICONDUCTOR ENERGY LABPriority: May 20, 2020Filed: May 6, 2021Published: Sep 28, 2023
Est. expiryMay 20, 2040(~13.8 yrs left)· nominal 20-yr term from priority
H10K 85/636C07D 493/14C09K 11/06C09K 2211/1018H10K 59/12H10K 85/6572H10K 85/6574H05B 33/02Y02E10/549C07D 495/14H10K 85/6576H10K 50/11C07D 409/12C07D 409/14C07D 409/04C07D 405/14C07D 495/04C07D 491/048C07D 409/10H05B 33/12C07D 417/14H10K 50/14
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Claims

Abstract

A novel organic compound is provided. Alternatively, an organic compound that emits light with favorable chromaticity is provided. Alternatively, an organic compound that emits blue light with favorable chromaticity is provided. Alternatively, a light-emitting element with favorable emission efficiency is provided. Alternatively, an organic compound with an excellent carrier-transport property is provided. The organic compound includes any of a substituted or unsubstituted dibenzofurobisbenzofuran skeleton, a substituted or unsubstituted dibenzothienobisbenzothiophene skeleton, a substituted or unsubstituted benzobisbenzothienobenzofuran skeleton, and a substituted or unsubstituted dibenzothienobisbenzofuran skeleton and one or two amino groups. In the organic compound, the amino group includes a substituted or unsubstituted heteroaryl group and any of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 5 to 25 carbon atoms.

Claims

exact text as granted — not AI-modified
1 . An organic compound represented by General Formula (G0):
                                             wherein in General Formula (G0):
 B represents any one of a substituted or unsubstituted dibenzofurobisbenzofuran skeleton, a substituted or unsubstituted dibenzothienobisbenzothiophene skeleton, a substituted or unsubstituted benzobisbenzothienobenzofuran skeleton, and a substituted or unsubstituted dibenzothienobisbenzofuran skeleton; 
 q represents an integer of 1 or 2; 
 when q represents 1, HA represents an amino group or an aryl group comprising an amino group, the amino group or the aryl group being represented by General Formula (R0); and 
 when q represents 2, HA’s each independently represent the amino group or the aryl group comprising the amino group represented by General Formula (R0), and 
   wherein in General Formula (R0):
 α 1  and α 2  each independently represent a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 25 carbon atoms; 
 A represents a substituted or unsubstituted heteroaryl group; 
 Ar 1  represents any of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 5 to 25 carbon atoms; and 
 m and n each independently represent an integer of 0 or 1. 
   
     
     
         2 . An organic compound represented by General Formula (G1):
                                             wherein in General Formula (G1):
 X 1  to X 3  each independently represent oxygen or sulfur; 
 one or two of R 11  to R 22  each independently represent an amino group or an aryl group comprising an amino group, the amino group or the aryl group being represented by General Formula (R0); 
 the others of R 11  to R 22  each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, an alicyclic hydrocarbon group having 3 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms; and 
 when two of R 11  to R 22  each represent the amino group or the aryl group comprising the amino group represented by General Formula (R0), two of R 11  to R 22  each independently represent the amino group or the aryl group comprising the amino group represented by General Formula (R0), and 
   wherein in General Formula (R0):
 α 1  and α 2  each independently represent a substituted or unsubstituted divalent aromatic hydrocarbon group having 6 to 25 carbon atoms; 
 A represents a substituted or unsubstituted heteroaryl group; 
 Ar 1  represents any of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 25 carbon atoms and a substituted or unsubstituted heteroaryl group having 5 to 25 carbon atoms; and 
 m and n each independently represent an integer of 0 or 1. 
   
     
     
         3 . The organic compound according to  claim 2 , wherein in General Formula (G1) 
 , R 12  and R 16  each independently represent the amino group or the aryl group comprising the amino group represented by General Formula (R0).   
     
     
         4 . The organic compound according to  claim 1 , wherein in General Formula (R0): 
 A comprises a five-membered ring; and   the five-membered ring comprises a heteroatom.   
     
     
         5 . The organic compound according to  claim 1 , wherein in General Formula (R0): 
 A represents a heteroaryl group comprising a carbazole skeleton, a dibenzofuran skeleton, or a dibenzothiophene skeleton; and   Ar 1  represents a phenyl group, a biphenyl group, a naphthyl group, a phenanthryl group, a fluorenyl group, or a substituent comprising a carbazole skeleton, a dibenzofuran skeleton, or a dibenzothiophene skeleton.   
     
     
         6 . The organic compound according to  claim 1   wherein the amino group or the aryl group comprising the amino group is represented by General Formula (R1):
                     
 , and 
   wherein in General Formula (R1):   ­, R 31  to R 42  each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, an alicyclic hydrocarbon group having 3 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms.   
     
     
         7 . The organic compound according to  claim 1   wherein the amino group or the aryl group comprising the amino group is represented by General Formula (R2):
                     
 , and 
   wherein in General Formula (R2)   , R 51  to R 67  each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, an alicyclic hydrocarbon group having 3 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms.   
     
     
         8 . A light-emitting device comprising:
 a first electrode;   a second electrode; and   a unit,   wherein the second electrode comprises a region overlapping with the first electrode,   wherein the unit comprises a region positioned between the first electrode and the second electrode, and   wherein the unit comprises the compound according to  claim 1  4.   
     
     
         9 . A light-emitting apparatus comprising:
 the light-emitting device according to  claim 8 ; and   a transistor or a substrate.   
     
     
         10 . A display device comprising:
 the light-emitting device according to  claim 8 ; and   a transistor or a substrate.   
     
     
         11 . A lighting device comprising:
 the light-emitting apparatus according to  claim 9 ; and   a housing.   
     
     
         12 . An electronic device comprising:
 the display device according to  claim 10 ; and   a sensor, an operation button, a speaker, or a microphone.   
     
     
         13 . The organic compound according to  claim 2 , wherein in General Formula (R0):
 A comprises a five-membered ring; and   the five-membered ring comprises a heteroatom.   
     
     
         14 . The organic compound according to  claim 2 , wherein in General Formula (R0):
 A represents a heteroaryl group comprising a carbazole skeleton, a dibenzofuran skeleton, or a dibenzothiophene skeleton; and   Ar 1  represents a phenyl group, a biphenyl group, a naphthyl group, a phenanthryl group, a fluorenyl group, or a substituent comprising a carbazole skeleton, a dibenzofuran skeleton, or a dibenzothiophene skeleton.   
     
     
         15 . The organic compound according to  claim 2 ,
 wherein the amino group or the aryl group comprising the amino group is represented by General Formula (R1):
                     
 , and 
   wherein in General Formula (R1), R 31  to R 42  each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, an alicyclic hydrocarbon group having 3 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms.   
     
     
         16 . The organic compound according to  claim 2 ,
 wherein the amino group or the aryl group comprising the amino group is represented by General Formula (R2):
                     
 , and 
   wherein in General Formula (R2), R 51  to R 67  each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, an alicyclic hydrocarbon group having 3 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms.   
     
     
         17 . A light-emitting device comprising:
 a first electrode;   a second electrode; and   a unit,   wherein the second electrode comprises a region overlapping with the first electrode,   wherein the unit comprises a region positioned between the first electrode and the second electrode, and   wherein the unit comprises the compound according to  claim 2 .   
     
     
         18 . A light-emitting apparatus comprising:
 the light-emitting device according to  claim 17 ; and   a transistor or a substrate.   
     
     
         19 . A display device comprising:
 the light-emitting device according to  claim 17 ; and   a transistor or a substrate.   
     
     
         20 . A lighting device comprising:
 the light-emitting apparatus according to  claim 18 ; and   a housing.   
     
     
         21 . An electronic device comprising:
 the display device according to  claim 19 ; and   a sensor, an operation button, a speaker, or a microphone.

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